Vice President, Engineering and AI Innovations

F
Five9Cloud Contact Center Software
United States, EST, PSTFull-TimeVp
Salary233000 - 512000 USD per year
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Job Details

Languages
English
Experience
10+ years
Required Skills
AWSLeadershipArtificial IntelligenceCloud ComputingGCPJavaJenkinsJVMMachine LearningPeople ManagementProduct ManagementStrategyAzuregRPCResource PlanningWebRTCCI/CDAgile methodologiesTerraformMicroservicesCommunication SkillsCollaborationComplianceChange ManagementA/B testingBudgeting

Requirements

  • 10+ years of experience in engineering management.
  • Experience leading Engineering delivery for Customer Experience AI products (Agent Assistance, AI Agents, Conversational Analytics).
  • Deep understanding of modern AI architectures: LLMs, RAG systems, embeddings, vector databases, multimodal models.
  • Practical experience integrating LLMs into production systems.
  • Familiarity with model evaluation, A/B testing, safety techniques, and observability for AI systems.
  • Understanding of fine-tuning, distillation, and model optimization techniques.
  • Experience with applied ML for NLP, ASR/TTS, NLU, and agent-assist use cases preferred.
  • Expert-level proficiency in Java and JVM-based ecosystems.
  • Strong command of modern distributed systems design (microservices, event-driven architectures, concurrency, fault tolerance).
  • Experience in development and operations of software in public cloud (AWS, GCP, Azure).
  • Experience building highly scalable, low-latency systems for enterprise SaaS.
  • Strong understanding of API design (REST, gRPC), SDKs, and integrations with enterprise systems.
  • Proficiency with CI/CD (GitHub Actions, Jenkins, Spinnaker, etc.) and Infrastructure as Code (Terraform).
  • Deep knowledge of SRE principles (SLIs/SLOs, incident management, error budgets).
  • Experience running 24x7 production systems at scale.
  • Expertise in security, privacy, and compliance relevant to CCaaS environments (SOC2, GDPR, HIPAA, FedRAMP preferred).
  • Solid grasp of network fundamentals (TCP/IP, HTTP/2/3, WebRTC basics, load balancing).
  • Proven ability to lead, mentor, and grow high-performing engineering teams.
  • Track record of hiring top-tier engineering leaders and technologists.
  • Ability to create a culture of excellence.
  • Strong conflict-resolution skills.
  • Exceptional written and verbal communication skills.
  • Comfortable partnering with Product, Design, Sales Engineering, Customer Success, and Executive Leadership.
  • Ability to inspire teams with a compelling technical vision and roadmap.
  • Deep empathy for customers and agents using Five9’s AI products.
  • Experience engaging customers directly to gather insights and validate direction.
  • Ability to translate customer problems into clear technical strategies and roadmaps.
  • Mastery of engineering execution frameworks (OKRs, agile methodologies, metrics-driven management).
  • Ability to balance innovation with reliability, velocity, and long-term maintainability.
  • Proficiency with capacity planning, headcount allocation, staffing strategy, and forecasting infrastructure costs.
  • Experience negotiating vendor contracts.

Responsibilities

  • Lead software development teams for Five9’s AI Insights, Agent Assist, and GenAI Studio products.
  • Direct the evolution of AI products, expanding feature sets and capabilities with new AI technologies.
  • Expand product reach with better scale and enterprise capability.
  • Take end-to-end ownership from development through operations.
  • Define and execute long-range engineering strategy.
  • Guide build-vs-buy decisions and partner evaluations.
  • Drive architectural modernization initiatives to scale AI products.
  • Manage large, multi-quarter programs and cross-organizational dependencies.
  • Lead through rapid growth, technology shifts, and organizational restructuring.
  • Merge teams, establish new engineering sites, and build distributed engineering organizations.
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233000 - 512000 USD per year
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